Ethyl (2S)-2-hydroxypropanoate

Basic Information

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CAS Number

687-47-8

Molecular Formula

C5H10O3

Molecular Weight

118.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

−26 °C

Boiling Point

154 °C

Density

1.034 g/mL at 20 °C

Refractive Index

n20/D 1.4130(lit.)<br />n20/D 1.413

Vapor Pressure

2 mmHg ( 20 °C)<br />5 mmHg ( 30 °C)

Specific Rotation

-10 º (neat)

SMILES

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CCOC(=O)[C@H](C)O

InChI

InChI=1S/C5H10O3/c1-3-8-5(7)4(2)6/h4,6H,3H2,1-2H3/t4-/m0/s1

InChIKey

LZCLXQDLBQLTDK-BYPYZUCNSA-N

LogP

-0.06970000000000004

Topological Polar Surface Area

46.53 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

79.7

Safety Information

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GHS Hazard Pictograms

H226

H318

H335

Hazard Statement

H226 Flammable liquid and vapor
Flammable liquids

H318 Causes serious eye damage
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class 3 Class 3

Explosive Limit

1.5-16.4%(V)

Synonyms & References

English

(S)-(-)-2-Hydroxypropionic acid ethyl ester
Ethyl L-lactate
L-Lactic acid ethyl ester
Ethyl-(S)-2-hydroxypropionate
Richtig: s. TCL0162 L-(-)-Lactic acid ethyl ester
L-Ethyl Lactate
Ethyl L(-)-lactate
Ethyl L-(-)-Lactate
(-)-Ethyl L-Lactate
(?)-Ethyl L-lactate
(2S)-2-HYDROXYPROPANOIC ACID ETHYL ESTER
Ethyl 2-hydroxypropanoate
ETHYL LACTATE, REAGENT GRADE
(−)-Ethyl L-lactate
L-(-)-Lactic Acid Ethyl Ester
ethyl (2S)-2-hydroxypropanoate
(L)-ethyl lactate
(L)-(-)-ethyl lactate
Ethyl (S)-2-hydroxypropionate
(S)-Ethyl lactate
(S)-ethyl 2-hydroxypropanoate
Propanoic acid, 2-hydroxy-, ethyl ester, (2S)-
ethyl (2S)-lactate
Propanoic acid,2-hydroxy-, ethyl ester, (2S)-
Ethyl (S)-(-)-lactate
LZCLXQDLBQLTDK-BYPYZUCNSA-N
2-hydroxy-(2S)-propanoic acid ethyl ester
Ethyl L(-)-lactate, 9

MDL Number

MFCD00004518

Customs Code

29181100

FAQ

What are the physical and chemical properties of Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8)?

Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8) is a colorless liquid with a melting point of -45°C to -43°C, boiling point of 103°C to 105°C, and a molecular weight of approximately 128.15 g/mol. It has a high solubility in water and organic solvents. Chemically, it is mildly acidic and can react with bases and nucleophiles. It is not particularly reactive under normal conditions but can undergo hydrolysis under acidic or basic conditions.

How is Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8) typically synthesized?

Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8) can be synthesized via esterification of lactic acid with ethanol in the presence of an acid catalyst like sulfuric acid. The reaction is typically carried out at elevated temperatures, and the product can be purified by recrystallization or distillation. The yield is generally high, around 90%, and the process is selective, producing the desired (2S)-isomer.

What industries use Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8)?

Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8) is used in the pharmaceutical industry as a precursor for the synthesis of certain drugs. It is also utilized in the polymer industry to modify polymer properties and in the production of sensors due to its reactivity. Additionally, it plays a role in semiconductor manufacturing as a solvent and in the coatings industry as a component in formulation.

What precautions should be taken when handling Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8)?

When handling Ethyl (2S)-2-hydroxypropanoate (CAS: 687-47-8), it is important to use personal protective equipment (PPE) such as gloves and safety goggles. It should be stored in a cool, well-ventilated area and away from incompatible materials like strong oxidizers and bases. Spills should be cleaned up using appropriate absorbents, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.